11 buys and only Matic an established starter out of those when he left. That's a failure in anyone's books, especially when you look at the fees, and when you consider that only one (Grant) was bought to be an actual back-up.
Everyone knows Mourinho isn't a developer of younger players, so Bailly initially looking high quality before fading isn't a surprise. Then you look at expensive, proven performers, as that seems to be Mourinho's forte, but I would have looked at how top class players like Pogba, Sanchez and Matic appeared to get worse under him, and that would've made me reluctant to outlay anything on guys like Alderweireld if I was Woodward.
So what I'm saying is that I agree he wasn't supported in his final season, but that's all, and there was good reason for it in my opinion.